Applied Chemistry Today

Applied Chemistry Today

Investigation of Interaction of CT-DNA with New Nickel and Palladium Complexes Containing Ferrocene Group with N and S Donor Atoms

Document Type : Original Article

Authors
Mohsen Atghaei 1
Bita Shafaatian 1
Seyyed Ahmad Rezvani 2
1 Faculty of Chemistry, Department of Inorganic Chemistry, Damghan University, Damghan, Iran
2 Faculty of Chemistry, Department of Analytical Chemistry, Damghan University, Damghan, Iran
10.22075/chem.2024.31723.2212
Abstract
New complexes of nickel(II) and palladium(II) were synthesized using the ferrocenyl imine ligand. This Schiff base ligand was coordinated to the metal ions through the imine N and thiolic S atoms. The synthesized complexes were characterized by FT-IR, 1H NMR, UV–Vis spectroscopy and elemental analysis. The IR spectra of complexes show characteristic of imine group. Furthermore, the 1H NMR spectra display different protons of the cyclopentadienyl groups. The binding interactions of the compounds with DNA were investigated by the electronic absorption spectroscopy, and the intrinsic binding constants (Kb) were calculated for the Schiff base ligand, nickel and palladium complexes as 2.7×104, 1.2×105 and 7.2×104, respectively. The obtained data showed that the synthesized compounds bind to DNA via intercalative binding modes. Also, viscosity was investigated in order to further explore the nature of interactions between the compounds and DNA. Accordingly, it was found that the synthesized compounds bind to DNA via intercalative binding modes.
Keywords
DNA interaction
Binding constant
Ferrocene
Schiff base
Palladium complex
Nickel complex
Subjects
[1] Rajavel, R., Senthil Vadivu, M., & Anitha, C. (2008). Synthesis, physical characterization and biological activity of some Schiff base complexes. Journal of Chemistry, 5(3), 620-626.
[2] Chandra, S., & Sangeetika, X. (2004). EPR, Magnetic and spectral studies of copper(II) and nickel(II) complexes of Schiff base macrocyclic ligand derived from thiosemicarbazide and glyoxal. Spectrochimica Acta A, 60(1-2), 147-153.
[3] Kelley, J. L., Linn, J.A., Bankston, D. D., Burchall, C. J, Soroko, F. E., & Cooper, B.R. (1995). 8-amino-3-benzyl-1,2,4-triazolo[4,3-a]pyrazines. Synthesis and anticonvulsant activity. Journal of Medicinal Chemistry, 38(18), 3676-3679.
[4] Gopinathan, H., Komathi, N., & Arumugham, M. (2014). Synthesis, structure, DNA binding, cleavage and biological activity of cobalt(III) complexes derived from triethylenetetramine and 1,10-phenanthroline ligands. Inorganica Chimica Acta, 416, 93-101.
[5] Muniyandi, V., & Raman, N. (2016). Screening the DNA interaction ability and antimicrobial activity of a few novel bioactive complexes tethering N-((2-aminophenyl)(phenyl)methylene)-4-nitroaniline. Material Science and Engineering C, 68, 258-266.
[6] Pradeepa, S., Naik, H. B., Kumar, B. V., Priyadarsini, K. I., Barik, A., &Jayakumar, S. (2015). Synthesis and characterization of cobalt(II), nickel(II) and copper(II)-based potential photosensitizers: evaluation of their DNA binding profile, cleavage and photocytotoxicity. Inorganica Chimica Acta, 428, 138-146.
[7] Garcia-Ramos, J. C., Galindo-Murillo, R., Cortes-Guzman, F., & Ruiz-Azuara, L. (2013). Metal-based drug-DNA interactions. Journal of the Mexican Chemical Society, 57(3), 245-259.
[8] Kumar, M. P., Tejaswi, S., Rambabu, A., & Kalalbandi, V. K. A. (2015). Synthesis, crystal structure, DNA binding and cleavage studies of copper(II) complexes with isoxazole Schiff bases. Polyhedron, 102, 111-120.
[9] Salehi, M., Kubicki, M., Jafari, M., Galini, M., & Soleimani, F. (2019). Synthesis, crystal structure, spectroscopic, molecular docking and DFT studies of two Schiff base ligands derived from DL-1-phenylethylamine. Journal of Applied Chemistry, 13(49), 103-116.
[10] Shafaatian, B., Atghaei, M., & Rezvani, S. A. (2017). Investigation of DNA binding interaction of new synthesized nickel(II) and palladium(II) complexes containing ferrocenyl Schiff base ligand. Journal of the Chinese Chemical Society, 64(12), 1524-1531.
[11] Kocak, A., Yilmaz, H., Faiz, O., & Andac, O. (2016). Experimental and theoretical studies on Cu(II) complex of N,N′-disalicylidene-2,3-diaminopyridine ligand reveal indirect evidence for DNA intercalation. Polyhedron, 104, 106-115.
[12] Biradar, N. S., & Kulkami, V.H. (1971). A spectroscopic study of tin(IV) complexes with multidentate Schiff bases. Journal of Inorganic and Nuclear Chemistry, 33 (11), 3781-3786.
[13] Bamfield, P. (1967). The Reaction of cobalt halides with N-arylsalycylideneimines. Journal of the Chemical Society A, 804-808.
[14] Gryaznova, T. P., Katsyuba, S. A., Milyukov, V.A., & Sinyashin, O.G. (2010). DFT study of substitution effect on the geometry, IR spectra, spin state and energetic stability of the ferrocenes and their pentaphospholyl analogues. Journal of Organometallic Chemistry, 695(24), 2586-2595.
[15] Mukherjee, A. , Sasikala, W.D. (2013). Drug-DNA intercalation: from discovery to the molecular mechanism. Advances in Protein Chemistry and Structural Biology, 92, 1-62.
[16] Shahabadi, N., Mirzaeikalar, Z., & Hosseinpour Moghadam, N. (2012). DNA interaction studies of a platinum(II) complex containing an antiviral drug, ribavirin: The effect of metal on DNA binding. Spectrochimica Acta A, 96, 723-728.
[17] Zhao, P., Huang, J. W., Mei, W. J., He, J., & Ji ,L. N. (2010). DNA binding and photocleavage specificities of a group of tricationicmetalloporphyrins. Spectrochimica Acta A., 75(3),1108-1114.
[18] Shiva Kumar, L., Revanasiddappa, H.D. (2011). Synthesis, characterization, antimicrobial, DNA binding, and oxidative cleavage activities of Cu(II) and Co(II) complexes with 2-(2-hydroxybenzylideneamino)isoindoline-1,3-dione. Journal of Coordination Chemistry, 64, 699-714.
[19] Icsel, C., & Yilmaz, V. T. (2014). In vitro DNA binding studies of the sweetening agent saccharin and its copper(II) and zinc(II) complexes. Journal of Photochemistry and Photobiology B, 130, 115-121.
[20] Totta, X., Hatzidimitriou, A. G., Papadopoulos, A. N., & Psomas, G. (2016). Nickel(II) complexes of the non-steroidal anti-inflammatory drug tolfenamic acid: synthesis, structure, antioxidant activity and interaction with albumins and calf-thymus DNA. Polyhedron, 117, 172-183.
Applied Chemistry Today
Volume 19, Issue 72
Summer 2024
Pages 189-204